Startseite Crystal structure of 1,3,5-tris((trimethylsilyl)methyl)-1,3,5-triazinane-2,4,6-trione, C15H33N3O3Si3
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Crystal structure of 1,3,5-tris((trimethylsilyl)methyl)-1,3,5-triazinane-2,4,6-trione, C15H33N3O3Si3

  • Ya-Yan Tong , Bo Xu , Guang-Da Yin , Rong-Fei Song , Li-Bing Guo und Pei-Zheng Zhao EMAIL logo
Veröffentlicht/Copyright: 8. November 2017

Abstract

C15H33N3O3Si3, trigonal, R3̄ (no. 148), a = 17.8622(4) Å, c = 12.5153(3) Å, V = 3458.13(14) Å3, Z = 6, Rgt(F) = 0.0689, wRref(F2) = 0.1876, T = 293 K.

CCDC no.:: 1567776

The molecular structure of the title compound is shown in the figure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Colourless prism
Size:0.65 × 0.15 × 0.12 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:20.3 cm−1
Diffractometer, scan mode:SuperNova, EosS2, ω scans
2θmax, completeness:144.8°, 98.0%
N(hkl)measured, N(hkl)unique, Rint:4196, 1493, 0.025
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 1340
N(param)refined:76
Programs:CrysAlisPRO [1], SHELX [2], OLEX2 [3, 4]
Table 2:

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

AtomxyzUiso*/Ueq
N10.41074(11)0.74037(11)0.30262(13)0.0496(5)
C20.41031(13)0.66299(14)0.30298(15)0.0496(5)
C30.49565(15)0.82104(16)0.30438(18)0.0602(6)
H3a0.48916(15)0.86650(16)0.27103(18)0.0722(7)*
H3b0.53575(15)0.81239(16)0.26111(18)0.0722(7)*
Si40.54506(4)0.85945(4)0.44120(5)0.0592(3)
C50.4592(3)0.8372(4)0.5377(3)0.132(2)
H5a0.428(2)0.865(3)0.515(2)0.199(3)*
H5b0.4202(17)0.7760(4)0.542(3)0.199(3)*
H5c0.4842(4)0.858(3)0.6067(9)0.199(3)*
C60.6271(4)0.9754(3)0.4254(4)0.143(2)
H6a0.6623(19)0.9826(5)0.364(2)0.214(3)*
H6b0.5985(4)1.0084(5)0.416(4)0.214(3)*
H6c0.663(2)0.9953(8)0.4881(17)0.214(3)*
C70.6024(3)0.8027(3)0.4865(3)0.0963(11)
H7a0.5624(5)0.7417(3)0.490(2)0.1444(16)*
H7b0.6480(13)0.8139(17)0.4373(14)0.1444(16)*
H7c0.6264(18)0.8232(15)0.5562(11)0.1444(16)*
O80.47660(12)0.66013(14)0.30308(16)0.0719(6)

Source of materials

The title compound was synthesized by the slow reaction of potassium cyanate (1 mol, 80 g) with (chloromethyl)trimethylsilane (1.3 mol, 150 g) in xylene (400 mL) at 363 K for 5 h. After cooling to room temperature, the reacted mixture was filtered and organic solvent was gradually removed by evaporation. Colourless prism-shaped single crystals suitable for X-ray diffraction studies were collected from the filtrate.

Experimental details

All H atoms were placed in idealized positions and refined as riding atoms. The Uiso values were constrained to be 1.5Ueq of the carbon atom for methyl H atoms and 1.2Ueq for the methylene H atoms.

Comment

Organosilane has many uses in organic chemistry [5], [6], [7] and polymer chemistry [8], from the most frequently employed protecting groups to radicals, and the rapid developments of functionalized organosilane extend its applications to organometallic chemistry [9], materials science [10], and separation science [11]. Cyanuric acid and its derivatives are industrially useful chemicals, and often used as precursor or a component of bleaches, disinfectants, and herbicides [12, 13] . The combination of cyanuric acid and organosilane has a potential application in the curing agents for epoxy resin.

The title compound crystallizes in the trigonal system with the space group R3̅, and has one 3-fold rotation axis (cf. the figure). The central ring is nearly planar to which the (trimethylsilyl)methyl side chain are linked to N atoms. All three side chains are on the same side of the ring, forming a flattened chair-like six-membered structure. This three-legged chair also appears in other similar heterocyclic compound such as 1,3,5-triglycidyl-triazinetrione [14], and 1,3,5-trimethoxy-1,3,5,2,4,6-trithiatriazine [15]. The bond lengths and angles of the title compound are within the expected ranges and the four C—Si bond distances are slightly different and fall in the range from 1.833 to 1.891 Å. In this crystal structure, the molecules are loosely packed only by van der Waals interactions.

Acknowledgements

Financial support from the National Natural Science Foundation of Henan Educational Committee (2011 A150018) is gratefully acknowledged.

References

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Received: 2017-8-9
Accepted: 2017-10-23
Published Online: 2017-11-8
Published in Print: 2018-1-26

©2018 Ya-Yan Tong et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Editorial 2018
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  4. Crystal structure of aqua-bis{[2,6-dimethyl-N-(pyridin-2-ylmethylene)aniline-κ2N,N′]}zinc(II) triflate monohydrate [ZnC29H31N4O]CF3SO3⋅H2O
  5. Crystal structure of (E)-1-(4-{[(E)-4-Diethylamino-2-hydroxybenzene methylene]amino}phenyl)ethanone methoxy oxime, C20H27ClN3O3
  6. Crystal structure of (E)-1-(4-(((E)-4-(diethylamino)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one oxime, C19H23N3O2
  7. Crystal structure of poly[(μ2-1,4-bis((2-ethyl-1H-benzo[d]imidazol-1-yl)methyl)benzene-κ2N:N′)-(μ2-4,4′-sulfonyldibenzoato-κ2O:O′)zinc(II)], C40H34N4O6SZn
  8. Crystal structure of catena-poly[diaqua(μ3-pyrazine-2,3-dicarboxylato-κ4O,N:O′:O′′)zinc(II)] 1.25 hydrate, C6H8.5N2O7.25Zn
  9. Crystal structure of fac-(acetylacetonato-κ2O,O′)tricarbonyl(tri-m-tolyl phosphane-κP)rhenium(I), C29H28O5PRe
  10. Crystal structure of bis(μ2-methanolato-κ2O:O)-bis(methanol-κ1O)-bis{3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olato-κ3O,O′,N}dichromium(III), C38H36Cr2N2O14
  11. Crystal structure of poly[aqua-(μ3-pyridine-3,5-dicarboxylato-κ5O,O′:O′′,O′′′,N)zinc(II)], C7H7NO6Zn
  12. Crystal structure of bis((1-(((4-(((benzyloxy)imino)methyl)phenyl)imino)methyl)naphthalen-2-yl)oxy-κ2O,N)copper(II), C52H42CuN4O4
  13. Crystal structure of bis{5-(diethylamino)-2-(((2-oxo-2H-chromen-6-yl)imino)methyl)phenolato-κ2O,N}cobalt(II), C40H38CoN4O6
  14. Crystal structure of diaqua-bis(N,N-dimethylformamide-κ1O)-bis{3-((5-chloro-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olato-κ4N,O,O′:O′}dinickel(II), C38H34Ni2Cl2N4O12
  15. Crystal structure of tetrakis(methanol-κO)bis{3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olato-κ3O,N,O′}bicobalt(II), C38H38Co2N2O14
  16. Crystal structure of (S)-tert-butyl-(1-hydroxypropan-2-yl)carbamate, C8H17NO3
  17. Crystal structure of 4-(4′-(pyridin-4-yl)-[1,1′-biphenyl]-4-yl)pyridin-1-ium catena-poly[{5-carboxy-4′-methyl-[1,1′-biphenyl]-3-carboxylato-κ2O,O′}-(μ2-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-κ4O,O′:O′′,O′′′)lead(II)], C52H40N2O9Pb
  18. Crystal structure of catena-poly[diaqua-(μ2-5-methylisophthalato-κ2O:O′)(μ2-1,4-bis((1H-1,2,4-triazol-1-yl)methyl)benzene-κ2N:N′)], NiC21H22O6N6
  19. Crystal structure of the salt tris(guanidinium) tris(tetrapropylammonium) bis(pyridine-2,4,6-tricarboxylate) – water (1/10), C55H126N14O22
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  21. Crystal structure of poly{[μ2-1,1′-(sulfonylbis(4,1-phenylene))bis(2-methyl-1H-imidazole)-κ2N:N′][μ2-4,4′-oxydibenzoato-κ2O:O′]cobalt(II)} hemihydrate, C34H27N4O7.5SCo
  22. The crystal structure of 25,27-(2,2′-[(2-thioxo-1,3-dithiole-4,5-diyl)disulfanediyl]diethanolate)-26,28-dihydroxycalix[4]arene — dichloromethane (1/1), C36H32Cl2O4S5
  23. The crystal structure of 1,2-bis(3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)ethane, C16H12N6O2
  24. Crystal structure of 1-benzyl-3-((4-bromophenyl)amino)-4-(4-methoxyphenyl)-1H-pyrrole-2,5-dione, C24H19BrN2O3
  25. Crystal structure of bis(2-((allylcarbamothioyl)imino)-4-methylthiazol-3-ido-κ2N,S)palladium(II), C16H20N6PdS4
  26. Crystal structure of pyrimidine-2,5-dicarboxylic acid 1.5 hydrate, C12H14N4O11
  27. Crystal structure of trans-diaqua-bis(1H-pyrazole-3-carboxylato-κ2N,O)manganese(II), C8H10N4O6Mn
  28. Crystal structure of catena-(μ3-5-bromoisophthatato-κO,O′: O′′,O′′′′)-(1,2-bis(imidazol-1-yl)ethane-κN:N′)cobalt(II), C16H13CoN4O4Br
  29. Investigation of the compound La5Zn2−xPb1 + x (x = 0.20–0.32)
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  31. Crystal structure of Ga0.62(3)Sb0.38(3)Pd3
  32. Crystal structure of Ga0.47(1)Sb0.53(1)Pd2
  33. A derivative of the Corey lactone – crystal structure of (3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate, C21H30O5Si
  34. A Corey lactone: crystal structure of (3aR,4R,5R,6aS)-5-benzoyloxy-4(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one, C15H16O5
  35. Hydrothermal synthesis and crystal structure of poly[aqua-(μ2-1,3-bis(4-pyridyl)propane-κ2N:N′)-(μ2-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylato-κ2O:O′)manganese(II) hydrate, C22H20Cl6N2O6Mn
  36. Crystal structure of 2-acetylpyrrole S-methylthiosemicarbazonium hydroiodide, C8H13IN4S
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  38. Crystal structure of poly[aqua-(μ5-2,5-dicarboxybenzoato-κ5O:O:O′:O′′:O′′′)sodium(I)], C9H7NaO7
  39. Crystal structure of bis(N′-((1H-pyrrol-2-yl)methylene)-1-methylthio-methanethiohydrazido-κ2S,N)nickel(II), C14H16N6NiS4
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  43. Crystal structure of 3-(3-dimethylaminopropyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C13H17N3OS
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  47. Crystal structure of catena-poly[diaqua-(μ2-tartrato-κ4O,O′:O′′,O′′′)cobalt(II)], C4H8CoO8
  48. Crystal structure of 4-chloro-2-methyl-6-(4-(trifluoromethoxy)phenyl)pyrimidine, C12H8ClF3N2O
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  50. Crystal structure of methyl (Z)-2-(5-fluoro-2-oxoindolin-3-ylidene)hydrazine-1-carbodithioate, C10H8FN3OS2
  51. Crystal structure of tert-butyl (Z)-4-(2-(5-methoxy-3-(2-((methylthio)carbonothioyl)hydrazono)-2-oxoindolin-1-yl)ethyl)piperazine-1-carboxylate, C22H31N5O4S2
  52. The crystal structure of (E)-2-((2-(o-tolylcarbamothioyl)hydrazono)methyl)benzoic acid, C16H15N3O2S
  53. Crystal structure of 2-chloro-1,3-di-tert-pentyl-4,4-diphenyl-1,3,2λ3,4-diazaphosphasiletidine, C22H32ClN2PSi
  54. Crystal structure of tetramethyl 5,5′-(buta-1,3-diyne-1,4-diyl)diisophthalate, C24H18O8
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  56. Crystal structure of 1,3,5-tris((trimethylsilyl)methyl)-1,3,5-triazinane-2,4,6-trione, C15H33N3O3Si3
  57. The crystal structure of bis(2-benzoyl-5-hydroxylphenolato-κ2O,O′)copper(II), C26H18CuO6
  58. Crystal structure of 2,6-bis(3-(pyrazin-2-yl)-1H-1,2,4-triazol-5-yl)pyridine – 1-ethyl-3-methyl-1H-imidazol-3-ium bromide (1/1), C23H22N13Br
  59. The crystal structure of (E)-N-benzyl-N′-benzylidene-4-methylbenzenesulfonohydrazide, C21H20N2O2S
  60. Crystal structure of ethyl (E)-5-((2-(3-hydroxybenzoyl)hydrazono)methyl)-3,4-dimethyl-1H-pyrrole-2-carboxylate – water – ethanol (1/1/1), C19H27N3O6
  61. The crystal structure of (E)-4-(3-ethoxy-2-hydroxybenzylideneamino)benzoic acid, C16H15NO4
  62. Crystal structure of (μ2-N,N′-bis((pyridin-4-yl)methyl)ethanediamide-κ2N:N′)-tetrakis(diethylcarbamodithioato-κ2S,S′)dizinc(II), C34H54N8O2S8Zn2
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